4-氯-6-甲氧基-1,3,5-三嗪-2-胺 | 7254-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 中文名称: 4-氯-6-甲氧基-1,3,5-三嗪-2-胺
• 英文名称: 4-chloro-6-methoxy-1,3,5-triazin-2-amine
• 英文别名: 2-amino-4-chloro-6-methoxy-1,3,5-triazine
• CAS: 7254-11-7
• 化学式: C₄H₅ClN₄O
• mdl: MFCD00085594
• 分子量: 160.563
• InChiKey: FTCKIHUQOCAWCJ-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 沸点：
  377.0±25.0 °C(Predicted)
• 密度：
  1.495±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-氯-6-甲氧基-1,3,5-三嗪-2-胺 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以72%的产率得到2-Amino-4-azido-6-methoxy-1,3,5-triazin
  参考文献：
  名称：

  Inhibition of Acetolactate Synthase Isozyme II fromEscherichia coliby a New Azido-Photoaffinity Sulfonylurea

  摘要：

  The sulfonylurea herbicides are very potent inhibitors of acetolactate synthase (ALS). These compounds have been reported as "extraneous inhibitors" due to the fact that their inhibition site corresponds to neither the catalytic site nor the regulatory sites of the enzyme. So far, the complexity of the ALS reaction and the reversible binding mode of sulfonylureas have hampered any attempt to locate the inhibitor domain. Toward this goal, a photoactivatable azidosulfonylurea has been synthesized. The azido derivative was analyzed for its photochemical and in vitro biological properties toward the bacterial ALS isozyme II. Similar to other ALS inhibitors, azidosulfonylurea potently inhibited ALS II with estimated initial and final dissociation K(i) constant values of 52 and 300 nM, respectively, and slowly inactivated the enzyme. After inhibition, removal of the free azido inhibitor and precipitation with ammonium sulfate of the azidosulfonylurea/ALS II complex led to complete though slow recovery of the enzyme activity. Following photoreaction of the inhibited complex and removal of the free inhibitor under the same conditions, the bacterial enzyme conversely exhibited stable inactivation. These results suggest that the newly synthesized azidosulfonylurea is capable of undergoing covalent reaction with ALS II, and hence it might be useful, once radiolabeled, to shed light on the inhibitor binding site of ALS. (C) 1997 Academic Press.

  DOI：

  10.1006/bioo.1997.1071
• 作为产物：
  描述：

  2,4-二氯-6-甲氧基-1,3,5-三嗪 在 ammonium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 1.0h， 以71%的产率得到4-氯-6-甲氧基-1,3,5-三嗪-2-胺
  参考文献：
  名称：

  使用荧光有机探针了解氨基对选择性和超快速检测水中TNP的影响†

  摘要：

  我们设计和开发了三种单分子荧光探针，它们的氨基数目不同，即5-（（4,6-Diamino-1,3,5-triazin-2-yl）amino）间苯二甲酸（H 2 ATAIA ，1），5-（（4-氨基-6-甲氧基-1,3,5-三嗪-2-基）氨基）间苯二甲酸（H 2 AMTAIA，2）和5-（（4,6-二甲氧基- 1,3,5-三嗪-2-基）氨基）间苯二甲酸（H 2 DMTAIA，3），来自廉价且容易获得的起始原料，通过简单的方法即可获得高收率，证明了它们在2的高选择性和超快感测中的应用水中的4,6-三硝基苯酚（TNP）（浆液模式）。探头1 - 3已通过各种分析技术进行了表征，例如熔点，FTIR，UV-vis和NMR（1 H和13 C）光谱和高分辨率质谱（HRMS）。十分明显的是，与选择性地检测TNP相比，与甲氧基相比，氨基的作用要优于其他可能干扰硝基的化合物。与只有一个氨基或没有氨基的二氨基衍生物（分别为0

  DOI：

  10.1039/c7tc05852g

文献信息

• [EN] OXAZOLE AND OXADIAZOLE DERIVATIVES USEFUL AS AGONISTS OF FREE FATTY ACID RECEPTOR 1<br/>[FR] DÉRIVÉS D'OXAZOLE ET D'OXADIAZOLE UTILES EN TANT QU'AGONISTES DU RÉCEPTEUR 1 D'ACIDES GRAS LIBRES
  申请人：GBIOTECH S A R L

  公开号：WO2020211956A1

  公开（公告）日：2020-10-22

  The present invention relates to novel free fatty acid receptor (FFAR) agonists of general formula (I), in particular agonists of FFAR1, and to the use of said FFAR agonists as medicaments, in particular for treatment and/or prevention of type 2 diabetes mellitus (T2DM), R1-S-CH2-OXA-R2 (l) wherein OXA is selected from the group consisting of 1,3-oxazolyl 1,2,4-oxadiazolyl or 1,3,4-oxadiazolyl, R1 is selected from 1,3,5- triazinyl and pyrimidinyl and R2 is phenyl.

  本发明涉及一种新型自由脂肪酸受体（FFAR）激动剂，其一般式为（I），特别是FFAR1的激动剂，并将所述FFAR激动剂用作药物，特别用于治疗和/或预防2型糖尿病（T2DM），其中OXA选自1,3-噁唑基1,2,4-噁二唑基或1,3,4-噁二唑基的群，R1选自1,3,5-三嗪基和嘧啶基，R2为苯基。
• [EN] DIAMINOTRIAZINE DERIVATIVES AS HERBICIDES<br/>[FR] DÉRIVÉS DE DIAMINOTRIAZINE UTILISÉS EN TANT QU'HERBICIDES
  申请人：BASF SE

  公开号：WO2015144881A1

  公开（公告）日：2015-10-01

  The present invention relates to diaminotriazine compounds of the formula (I) including their agriculturally acceptable salts and to their use as herbicides. The present invention also relates to agrochemical compositions for crop protection and to a method for controlling unwanted vegetation.

  本发明涉及公式（I）的二氨基三嗪化合物及其农业上可接受的盐，以及它们作为除草剂的用途。本发明还涉及用于作物保护的农药组合物，以及控制不受欢迎植被的方法。
• Herbicidal fluoroethoxy triazines
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04609398A1

  公开（公告）日：1986-09-02

  Specific fluoroethoxy pyrimidines and triazines are useful as general or selective preemergent and postemergent herbicides. Ortho-ethoxy and ortho-propoxy substituted benzenesulfonamides, such as 2-ethoxy-N-[[4-methoxy-6-(2,2,2-trifluoroethyoxy)-1,3,5-triazin-2-yl]amino carboxy]benzenesulfonamide and N-[[4-methoxy-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]aminocarbonyl]- 2-propoxybenzenesulfonamide, and their agriculturally suitable salts show preemergent and postemergent herbicial utility in corn.

  特定的氟乙氧基嘧啶和三嗪类化合物可用作一般或选择性的前除草剂和后除草剂。取代苯磺酰胺的邻乙氧基和邻丙氧基，例如2-乙氧基-N-[[4-甲氧基-6-(2,2,2-三氟乙氧基)-1,3,5-嗪-2-基]氨基羧基]苯磺酰胺和N-[[4-甲氧基-6-(2,2,2-三氟乙氧基)-1,3,5-嗪-2-基]氨基羰基]-2-丙氧基苯磺酰胺及其农业适用的盐在玉米上表现出前除草剂和后除草剂的效果。
• [EN] AGONISTS OF FREE FATTY ACID RECEPTOR 1 AND THEIR USE IN DISEASES ASSOCIATED WITH SAID RECEPTOR<br/>[FR] AGONISTES DU RÉCEPTEUR 1 D'ACIDE GRAS LIBRE ET LEUR UTILISATION DANS DES MALADIES ASSOCIÉES AUDIT RÉCEPTEUR
  申请人：GBIOTECH S A R L

  公开号：WO2022083853A1

  公开（公告）日：2022-04-28

  The present invention relates to novel free fatty acid receptor (FFAR) agonists (I), in particular agonists of FFAR1, and to the use of said FFAR agonists as medicaments, in particular for treatment and/or prevention of conditions or diseases amenable to enhanced activity of FFAR1 such as of conditions or diseases involving impaired control of glucose blood levels, metabolic syndrome, obesity, dyslipidemia, kidney diseases, fibrotic and sclerotic diseases as well as hepatic and biliary diseases. R1-S-CH2-OXA-R2(I).

  本发明涉及一种新型游离脂肪酸受体（FFAR）激动剂（I），特别是FFAR1的激动剂，以及将所述FFAR激动剂用作药物的用途，特别是用于治疗和/或预防适于增强FFAR1活性的情况或疾病，例如涉及糖血平衡受损、代谢综合征、肥胖症、血脂异常、肾脏疾病、纤维化和硬化疾病以及肝胆疾病的情况或疾病。其中，R1-S-CH2-OXA-R2（I）。
• N-phenylsulfonyl-N'-pyrimidinylureas
  申请人：Ciba-Geigy Corporation

  公开号：US04693741A1

  公开（公告）日：1987-09-15

  N-Phenylsulfonyl-N'-pyrimidinyl- and -triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre-emergence and post-emergence selective herbicidal properties and growth-regulating properties. In this formula, A is a C.sub.1 -C.sub.6 -alkyl radical which is substituted by halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -halogenoalkoxy, C.sub.1 -C.sub.4 -halogenoalkylthio, C.sub.1 -C.sub.4 -halogenoalkylsulfinyl or C.sub.1 -C.sub.4 -halogenoalkylsulfonyl, or is a C.sub.2 -C.sub.6 -alkenyl radical substituted by the above radicals, E is the methine group or nitrogen, X is oxygen, sulfur or a sulfinyl or sulfonyl bridge, Z is oxygen or sulfur, m is the number one or two, R.sub.1 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or a --Y--R.sub.5 radical, R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl, C.sub.1 -C.sub.4 -halogenoalkyl or a --Y--R.sub.5, --COOR.sub.6, --NO.sub.2 or --CO--NR.sub.7 --R.sub.8 radical, R.sub.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -halogenoalkyl, halogen, C.sub.1 -C.sub.4 -halogenoalkoxy or alkoxyalkyl having not more than 4 carbon atoms, R.sub.4 is C.sub.1 -C.sub.4 -halogenoalkoxy or C.sub.1 -C.sub.4 -halogenoalkylthio, R.sub.5 and R.sub.6 are each C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl, R.sub.7 and R.sub.8 independently of one another are hydrogen, C.sub.1 -C.sub.5 -alkyl, C.sub.2 -C.sub.5 -alkenyl or C.sub.2 -C.sub.6 -alkynyl and Y is oxygen, sulfur or a sulfinyl or sulfonyl bridge, and A can also be an unsubstituted C.sub.2 -C.sub.6 -alkenyl radical if X is simultaneously oxygen.

  一般式为##STR1##的N-苯磺酰-N'-嘧啶基和-三嗪基脲以及这些化合物与胺、碱金属或碱土金属碱或季铵碱的盐具有良好的拔节前和拔节后选择性除草性能和生长调节性能。在此式中，A是C.sub.1-C.sub.6烷基基团，其被卤素、C.sub.1-C.sub.4-烷氧基、C.sub.1-C.sub.4-烷基硫醚、C.sub.1-C.sub.4-烷基亚磺酰基、C.sub.1-C.sub.4-烷基磺酰基、C.sub.1-C.sub.4-卤代烷氧基、C.sub.1-C.sub.4-卤代烷基硫醚、C.sub.1-C.sub.4-卤代烷基亚磺酰基或C.sub.1-C.sub.4-卤代烷基磺酰基取代，或是C.sub.2-C.sub.6烯基基团，其被上述基团取代，E是甲基基团或氮，X是氧、硫或亚磺酰基或磺酰基桥，Z是氧或硫，m是数字1或2，R.sub.1是氢、卤素、C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基或--Y--R.sub.5基团，R.sub.2是氢、卤素、C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基、C.sub.1-C.sub.4-卤代烷基或--Y--R.sub.5、--COOR.sub.6、--NO.sub.2或--CO--NR.sub.7--R.sub.8基团，R.sub.3是氢、C.sub.1-C.sub.4-烷基、C.sub.1-C.sub.4-烷氧基、C.sub.1-C.sub.4-烷基硫醚、C.sub.1-C.sub.4-卤代烷基、卤素、C.sub.1-C.sub.4-卤代烷氧基或不超过4个碳原子的烷氧基烷基，R.sub.4是C.sub.1-C.sub.4-卤代烷氧基或C.sub.1-C.sub.4-卤代烷基硫醚，R.sub.5和R.sub.6分别是C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基或C.sub.2-C.sub.6-炔基，R.sub.7和R.sub.8相互独立地是氢、C.sub.1-C.sub.5-烷基、C.sub.2-C.sub.5-烯基或C.sub.2-C.sub.6-炔基，Y是氧、硫或亚磺酰基或磺酰基桥，如果X同时是氧，则A也可以是未取代的C.sub.2-C.sub.6烯基基团。